Sodium hydride → 3-Acetyl-2-[2-(3-dimethylaminopropoxy)phenyl]benzothiazoline

HRID 637752

反応式

HRID 637752 の反応式
[H-].[Na+].[C:3]([N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[S:8][CH:7]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[OH:21])(=[O:5])[CH3:4].[CH3:22][N:23]([CH3:28])[CH2:24][CH2:25][CH2:26]Cl>CN(C=O)C>[C:3]([N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[S:8][CH:7]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][CH2:26][CH2:25][CH2:24][N:23]([CH3:28])[CH3:22])(=[O:5])[CH3:4]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 133359603-Acetyl-2-(2-hydroxyphenyl)benzothiazoline

生成物 1

HCID 133357593-Acetyl-2-[2-(3-dimethylaminopropoxy)phenyl]benzothiazoline収率 56%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

To the suspension of 0.26 g of the sodium hydride in anhydrous DMF, the solution of 1.36 g of 3-acetyl-2-(2-hydroxyphenyl)benzothiazoline in 5 ml of anhydrous DMF is added dropwise under nitrogen atmosphere at room temperature. After the addition, the reaction mixture is stirred for 20 minutes at room temperature. To the reaction mixture, the solution of 0.61 g of 3-dimethylaminopropyl chloride in 10 ml of anhydrous DMF is added. The reaction mixture is stirred for 2 hours at 80° C., and washed with n-hexane after cooling and poured into ice-water. The separated oil is extracted with ethyl acetate. The organic layer is washed with N--NaOH solution, water and saturated sodium chloride solution in the order named and dried over anhydrous magnesium sulfate. Ethy acetate is removed off in vacuo to give 1.0 g (56%) of the titled compound.

後処理

  1. additionAfter the addition
  2. stirringThe reaction mixture is stirred for 2 hours at 80° C.
  3. washwashed with n-hexane
  4. temperatureafter cooling
  5. additionpoured into ice-water
  6. extractionThe separated oil is extracted with ethyl acetate
  7. washThe organic layer is washed with N
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customEthy acetate is removed off in vacuo

出典と根拠

ORDレコード
ord-2bc37b56090748659ea5ce9af168942d
出典データセット
uspto-grants-1985_12
特許番号
US04558125

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